Airport, Montego Bay (MBJ-Sir Donald Sangster Intl.)
28 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
2 Single Beds
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Balcony
Garden
Dining area
About this property
Pineapple House Luxury villa
The Tryall Club requires all villa and condo guests to become members during their stay via a Temporary Membership Fee ($) (plus a 15% service charge). Children between the ages of 13 and 15 pay at a discounted rate (plus a 15% service charge). Guests can also pay per day, for guests ages 16 and older, who stay for one to four days. This can be either prepaid or upon arrival at the Club. For children 12 years of age and younger, our Temporary Memberships are complimentary. Please contact a Villa Specialist for exact pricing!
This gorgeous villa has it all; incomparable ocean views, exquisite architecture, stunning interiors, and a villa staff that delivers a level of hospitality that is nothing short of world-class.
Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18-hole golf course and with 180-degree views of the Caribbean Sea. It is within easy walking distance of the Great House, gym, tennis courts, massage center, and a short ride by the villa’s complimentary golf cart to the legendary Tryall Golf Course and the beach resort club.
Beautifully built and designed in the spirit of the renowned architect Oliver Messell, Pineapple House is built on two levels and has all the hallmarks that you would expect from a villa of this quality, style, and comfort.
There are four primary bedrooms fitted with King beds and one bedroom fitted with twin beds that convert to a king. All primary suites are of the same size and come with custom-designed cabinetry, Saltillo-terracotta tiled floors, and lavish en-suite bathrooms. The lower level primary bedroom, which has a king-size bed is handicap-accessible. Smart televisions with internet capability are installed in each suite. Each bedroom has a private balcony or deck with thrilling views.
The villa is notable for its views and the spacious verandas from the upper floors, the 2,500 square feet meandering terrace on the main level overlooking the diving heated pool, the Gazebo, the covered outdoor dining area, lounging areas, and the bar all take full advantage of them. Well-manicured lawns are great spots for the children to play, and the English garden with its waterfall is the loveliest place to sit and read or host a cocktail party.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Note from host: Subject to approval. Additional fees may apply.
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Sandy Bay
Located in Sandy Bay, this villa is by the sea. Tryall Golf Club and Chukka Ocean Outpost at Sandy Bay are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Fairview Shopping Center and Westgate Shopping Centre. Rocklands Bird Sanctuary and Widowmaker's Cave are also worth visiting. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
Sunset Beach Resort Au Natural Beach - 27 min drive - 26.3 km
Montego Bay Convention Centre - 40 min drive - 40.7 km
Rose Hall Great House - 42 min drive - 41.7 km
Getting around
Montego Bay (MBJ-Sir Donald Sangster Intl.) - 40 min drive
Restaurants
the jerk hut at Grand Palladium - 11 min drive
Roselle Bar - 11 min drive
Sky Beach - 3 min drive
Seaside Terrace - 8 min drive
Tryall Club Beach Cafe - 4 min walk
Frequently asked questions
Does Pineapple House Luxury villa have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Pineapple House Luxury villa?
As of 29 Apr 2026, prices found for a 1-night stay for 2 adults at Pineapple House Luxury villa on 2 July 2026 start from AU$4,650, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Pineapple House Luxury villa pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Pineapple House Luxury villa?
Check-in begins at 3:00 PM.
What time is check-out at Pineapple House Luxury villa?
Checkout is at 12:00 PM.
Where is Pineapple House Luxury villa located?
Situated by the sea, this villa is steps from Tryall Golf Club and 2.2 mi (3.5 km) from Chukka Ocean Outpost at Sandy Bay. Fairview Shopping Center and Rocklands Bird Sanctuary are also within 12 miles (20 km).